Deals on vacations and trips to Pittsfield

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Pittsfield flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Travelodge By Wyndham Emlenton

Travelodge By Wyndham Emlenton

2 out of 5
Price was $564, price is now $543 per person
$543
per person
Jun 5 - Jun 8
found 7 hours ago
Roundtrip flight included
Los Angeles (LAX) to Franklin (FKL)
A casino and a restaurant are featured at this smoke-free hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A coffee shop is provided and the front desk is staffed around-the-clock.
Webb's Year Round Resort

Webb's Year Round Resort

2.5 out of 5
Price was $823, price is now $765 per person
$765
per person
Jun 25 - Jun 28
found 10 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) to Jamestown (JHW)
This motel features an indoor pool and a hot tub. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A lobby fireplace, a computer station, and laundry facilities are also on offer.
3640 Wells Bay Road 3 Bedroom Home by RedAwning

3640 Wells Bay Road 3 Bedroom Home by RedAwning

3.5 out of 5
Price was $1,621, price is now $1,528 per person
$1,528
per person
Jun 25 - Jun 28
found 10 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) to Jamestown (JHW)
This vacation home features barbecue grills.
Quality Inn & Conference Center Franklin Downtown

Quality Inn & Conference Center Franklin Downtown

2.5 out of 5
Price was $1,609, price is now $1,589 per person
$1,589
per person
Jun 5 - Jun 8
found 8 hours ago
Roundtrip non-stop flight included
Ontario Intl. Airport (ONT) to Franklin (FKL)
This hotel features a restaurant, a gym, and a bar/lounge. Free perks include buffet breakfast, free self parking, and a roundtrip airport shuttle. Free WiFi in public areas, a garden, and laundry facilities are also on offer.
Knights Inn Franklin, PA

Knights Inn Franklin, PA

2 out of 5
Price was $1,498, price is now $1,498 per person
$1,498
per person
Jun 5 - Jun 8
found 8 hours ago
Roundtrip non-stop flight included
Ontario Intl. Airport (ONT) to Franklin (FKL)
This motel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Laundry facilities are provided for your convenience.

Top Pittsfield hotels deals

Charming Farmhouse on a working farm.

Charming Farmhouse on a working farm.

Pittsfield PA
$160 nightly
The price is $177 total per night
$177 total
May 3 - May 4
Total with taxes and fees
This farm stay includes a garden and laundry facilities.
Pet friendly
Air conditioning
Chautauqua Harbor Hotel - Jamestown

Chautauqua Harbor Hotel - Jamestown

3.5 out of 5
10 Dunham Ave Celoron NY
Free Cancellation
Reserve now, pay when you stay
$152 nightly
The price is $172 total per night
$172 total
May 10 - May 11
Total with taxes and fees
The hotel's indoor pool, gym, and 2 bars/lounges are among the featured amenities. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy a meal from the a restaurant and perks like free self parking.
Pool
Parking included
La Quinta Inn & Suites by Wyndham Jamestown

La Quinta Inn & Suites by Wyndham Jamestown

3 out of 5
200 W 3rd St Jamestown NY
Free Cancellation
Reserve now, pay when you stay
$95 nightly
The price is $107 total per night
$107 total
May 3 - May 4
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.
Pool
Breakfast included
DoubleTree by Hilton Jamestown

DoubleTree by Hilton Jamestown

4 out of 5
150 W 4th St Jamestown NY
Free Cancellation
Reserve now, pay when you stay
$98 nightly
The price is $110 total per night
$110 total
May 10 - May 11
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.
Pool
Parking included
Days Inn by Wyndham Warren

Days Inn by Wyndham Warren

3 out of 5
210 Ludlow Street Warren PA
Free Cancellation
Reserve now, pay when you stay
$69 nightly
The price is $76 total per night
$76 total
May 4 - May 5
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and free perks like on-the-go breakfast and free self parking.
Pool
Breakfast included
Peek'n Peak Resort Trademark Collection by Wyndham

Peek'n Peak Resort Trademark Collection by Wyndham

3.5 out of 5
1405 Olde Road Clymer NY
Free Cancellation
Reserve now, pay when you stay
$116 nightly
The price is $131 total per night
$131 total
May 8 - May 9
Total with taxes and fees
This smoke-free resort features a golf course, a full-service spa, and 6 restaurants. Take advantage of ski lessons, ski rentals and ski passes on site, and enjoy downhill skiing. Bring the family and enjoy the mini golf, waterslide, and playground.
Pool
Hot Tub
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much are vacation packages to Pittsfield?
Vacation packages, including flights and hotels in Pittsfield, start from as low as $543. Make your travel dreams come true and secure your dream vacation with Travelocity today.
Where can I get the best vacation package deals for Pittsfield?
There's no need to look any further than Travelocity. With no less than 400 air carriers and 1,000,000 properties worldwide, it's a piece of cake to put together a Pittsfield package deal that suits your travel style.
Why should I book my Pittsfield vacation bundle via Travelocity?
We take the hassle out of travel planning. Whether you're looking for a new destination to discover or want to make sure you get the best price on offer, we're here to assist. Our 24/7 customer support, quality service and Price Match Guarantee mean you can book with confidence with Travelocity.
Will I save money on my Pittsfield car rental if I book it with hotels and flights?
Bundling your hotel, flight and car into a Pittsfield vacation package is the easiest way to land the best prices. Plus, having your own set of wheels gives you the freedom to get to all those amazing sights you're itching to check out. Sitting 80 mi away from Pittsfield, Geneva State Park is one attraction that should feature on your itinerary. Top up the tank and make a day trip of it.
Which airport is best for Pittsfield?
Erie Intl. Airport (ERI) is one of the biggest airports in Pittsfield. It's around 45 mi northwest of the bustling downtown area. Other options available to you are Venango Regional Airport (FKL) (40 mi away from central Pittsfield) and Chautauqua County Airport (JHW) (25 mi away from central Pittsfield).
Where should I stay when visiting Pittsfield?
Many travelers choose to stay at the Charming Farmhouse on a working farm.. It's an excellent base for your Pittsfield escape.

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